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Diethyl Ether → HCID 67199580, compound

HRID 240222
Notes
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Reaction equation

HRID 240222 reaction equation
[CH3:1][N:2]([CH3:15])[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][N:12]=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.[CH2:16]([I:18])[CH3:17].[CH3:19]COCC>C(#N)C>[I-:18].[CH3:1][N:2]([CH3:15])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2[CH:10]=[CH:11][N+:12]([CH2:19][CH2:16][CH3:17])=[CH:13][CH:14]=2)=[CH:7][CH:8]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6340IodoethaneHCID 227783N,N-dimethyl-4-(pyridin-4-yl)aniline

Product 1

HCID 67199580HCID 67199580, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Was prepared by refluxing N,N-dimethyl-4-(pyridine-4-yl)aniline (II) in acetonitrile in the presence of ethyl iodide. After which the solution was cooled to room temperature. Ether was added and the product crystallized resulting in a 29% of 4-(4-(dimethylamino)phenyl)-1-propylpyridinium iodide (IDT322) (V).

Workup

  1. customWas prepared
  2. customthe product crystallized

Sources & evidence

ORD record
ord-b07a24d5d5db4c96befcd6e4ddf206b3
Source dataset
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08647827B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes